Winesburg Trips (flight + hotel)

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Top hotels in Winesburg

Berlin Grande Hotel

Berlin Grande Hotel

2.5 out of 5
4787 Township Rd. 366, Millersburg, OH
Fully refundableReserve now, pay when you stay
The price is P6,113 per night from Aug 24 to Aug 25
P6,113
P6,908 total
Aug 24 - Aug 25
includes taxes & fees
9.4/10 Exceptional! (1,001 reviews)
Ohio Amish Country
"This was by far the nicest hotel we’ve stayed in over the last 12 months! We’ve traveled a lot this year! The location, the staff just everything was awesome! Highly recommend! We will definitely book again on our next visit to Amish Country!"

Reviewed on Aug 14, 2025

Berlin Grande Hotel
Carlisle Inn Sugarcreek

Carlisle Inn Sugarcreek

2.5 out of 5
1357 Old Route 39, Sugarcreek, OH
Fully refundableReserve now, pay when you stay
The price is P6,627 per night from Aug 24 to Aug 25
P6,627
P7,472 total
Aug 24 - Aug 25
includes taxes & fees
9.8/10 Exceptional! (1,184 reviews)
"Property campus has a Gift Shop, Bakery and Market which are enjoyable."

Reviewed on Aug 15, 2025

Carlisle Inn Sugarcreek
Carlisle Inn Walnut Creek

Carlisle Inn Walnut Creek

3 out of 5
4949 State Route 515, Millersburg, OH
Fully refundableReserve now, pay when you stay
The price is P5,651 per night from Aug 24 to Aug 25
P5,651
P6,385 total
Aug 24 - Aug 25
includes taxes & fees
9.6/10 Exceptional! (1,004 reviews)
"We liked the personal Balcony and the nice sized bathroom and shower."

Reviewed on Aug 14, 2025

Carlisle Inn Walnut Creek
See all 520 properties in Winesburg
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

How much does a Winesburg vacation package cost?
Offering excellent value package deals on Expedia, you'll be surprised at how little a vacation to Winesburg costs! Our packages make travel planning easier and save you more.
What are the cheapest months to go to Winesburg?
January, February and November are the best times to look for cheap Winesburg vacation packages. Traveling in less busy months means you can usually find lower prices on flights and accommodations.
How many days is enough for Winesburg?
The ideal duration of your Winesburg vacation depends on what you'd like to do. Generally, a handful of days to a week will give you time to check out all the leading sights and explore some hidden treasures along the way.
How to find the best Winesburg package deals?
Use Expedia's filter tool to find some great Winesburg package deals. When you start your search, just set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your trip for midweek, or browse for Winesburg package deals in the off-season. Switch up your travel dates and you may score even better discounts. As a rule of thumb, it's usually best to book your vacation package as early as possible.
Is it cheaper to book a Winesburg vacation as a package?
An Expedia vacation package could score you significant savings when compared to booking flights and accommodations separately. Better still, you can tailor your Winesburg getaway to fit your exact needs. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
When to book a vacation package to Winesburg?
If you're considering a spur-of-the-moment Winesburg adventure, browse our last-minute deals that can be booked up to a week before you go. Don't want to leave things to the last minute? You can land awesome deals on your hotels and flights by booking ahead.
How to plan a trip to Winesburg?

  1. Choose your travel dates: What you'd like to do in Winesburg and your preferred season can help you decide when to travel.
  2. Set a budget: Factor in costs like flights, food and transportation when working out how much to set aside for your trip to Winesburg. Then, choose a hotel that matches your budget, whether that's a low-cost stay or a high-end retreat.
  3. Decide your trip length: Consider how long you'd like to spend discovering Winesburg. Plan your itinerary so you can get to all the activities and attractions you're interested in at a comfortable pace.
  4. Combine your airfare and accommodations: After you've settled on your trip dates and duration, lock in the right Winesburg vacation package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.